HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120670Generated: October 25, 2026
Acetic Acid → (+)-9-{6-[(4-Methoxy-benzyl)-methyl-amino]-pyridin-2-yl}-3-pyrimidin-5-yl-non-4-enoic acid ethyl ester
https://huagongshe.com/reaction/2120670
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (+)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-pyrimidin-5-yl-non-4-enoic acid ethyl ester | HCID 69666458 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+)-9-{6-[(4-Methoxy-benzyl)-methyl-amino]-pyridin-2-yl}-3-pyrimidin-5-yl-non-4-enoic acid ethyl ester | HCID 69665963 | 75% |
Reaction Steps
To a solution of 6-10 (1.6 g, 3.37 mmol) in methanol (30 mL) was added paraformaldehyde (0.80 g) and acetic acid (0.96 mL, 16.8 mmol). After stirring at 50° C. for 15 minutes, NaCNBH3 (0.275 g, 4.38 mmol) was added and the mixture stirred for an additional 30 minutes at 50° C. Evaporation of the solvents and purification on silica gel (5% MeOH/CHCl3) afforded 6-10 in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06693101B2 |
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| Source dataset | uspto-grants-2004_02 |
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| ORD ID | ord-3778aafc098a413aab222afa943d3a9a |
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| Source note | uspto-grants-2004_02 |
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